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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:32:27 UTC

Update Date

2021-09-23 03:32:27 UTC

HMDB ID

HMDB0301907

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cerasidin

Description

Cerasidin is a member of the class of compounds known as 2'-hydroxychalcones. 2'-hydroxychalcones are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, cerasidin is considered to be a flavonoid lipid molecule. Cerasidin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cerasidin can be found in sour cherry, which makes cerasidin a potential biomarker for the consumption of this food product.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0301907
     RDKit          3D
Cerasidin
 45 46  0  0  0  0  0  0  0  0999 V2000
    7.4814    1.2954   -0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7044    0.1471   -0.6123 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292    0.1423   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5987    1.3053   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021    1.2838   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073    0.1124   -0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0448    0.0280    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596    1.0422    0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211    1.1901    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4392    2.4920   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3153    0.4329    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4057   -0.8505    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3400   -1.5382    1.4979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835   -1.6219    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7204   -1.0636    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938   -1.7895    0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0700   -1.2216   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6740    0.2412   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.9786    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659    2.2616   -0.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    2.9098   -0.9588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566   -1.0749   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953   -2.3069   -0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3955   -3.4698   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6209   -1.0273   -0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4267    1.6637   -1.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543    1.1302   -0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0430    2.1028   -0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0589    2.2715   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6644    2.2260   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -1.0037    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324    2.0196   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137   -1.1291    1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6014   -2.6355    1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9721   -0.8159   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3414   -0.3461    0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8818   -1.9948   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6322    0.6323   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615    2.6672   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8819    2.5141   -1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    4.0087   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -4.3858    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488   -3.4245    0.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -3.4511   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -1.9478   -0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25  3  1  0
 19 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
 25 45  1  0
M  END

  Mrv0541 02241212182D          

 25 26  0  0  0  0            999 V2000
   -3.9482    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6627   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6627   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193    0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8048   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0904   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3759   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3759   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3386    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3386   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3772    0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0916   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482   -2.4456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -2.4456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3386   -2.4456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0531   -2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7675    0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4820   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8048   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 12  1  0  0  0  0
 11 12  2  0  0  0  0
 11 14  1  0  0  0  0
 13 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 19  1  0  0  0  0
  8 20  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301907

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(\C=C\C(=O)C2=C(OC)C=C(OC)C=C2O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O6/c1-22-13-7-5-12(17(10-13)24-3)6-8-15(20)19-16(21)9-14(23-2)11-18(19)25-4/h5-11,21H,1-4H3/b8-6+

> <INCHI_KEY>
IAUDUEQNUVKNBT-SOFGYWHQSA-N

> <FORMULA>
C19H20O6

> <MOLECULAR_WEIGHT>
344.3585

> <EXACT_MASS>
344.125988372

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
36.24085053798916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(2,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.6060749246666663

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.619833934151988

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.189281764302196

> <JCHEM_PKA_STRONGEST_BASIC>
-4.257566081638548

> <JCHEM_POLAR_SURFACE_AREA>
74.22

> <JCHEM_REFRACTIVITY>
94.71069999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cerasidin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301907
     RDKit          3D
Cerasidin
 45 46  0  0  0  0  0  0  0  0999 V2000
    7.4814    1.2954   -0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7044    0.1471   -0.6123 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292    0.1423   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5987    1.3053   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021    1.2838   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073    0.1124   -0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0448    0.0280    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596    1.0422    0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211    1.1901    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4392    2.4920   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3153    0.4329    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4057   -0.8505    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3400   -1.5382    1.4979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835   -1.6219    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7204   -1.0636    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938   -1.7895    0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0700   -1.2216   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6740    0.2412   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.9786    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659    2.2616   -0.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    2.9098   -0.9588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566   -1.0749   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953   -2.3069   -0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3955   -3.4698   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6209   -1.0273   -0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4267    1.6637   -1.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543    1.1302   -0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0430    2.1028   -0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0589    2.2715   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6644    2.2260   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -1.0037    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324    2.0196   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137   -1.1291    1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6014   -2.6355    1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9721   -0.8159   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3414   -0.3461    0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8818   -1.9948   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6322    0.6323   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615    2.6672   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8819    2.5141   -1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    4.0087   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -4.3858    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488   -3.4245    0.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -3.4511   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -1.9478   -0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25  3  1  0
 19 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
 25 45  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.370   0.055   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.704  -0.715   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.704  -2.255   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.370  -3.025   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.036  -2.255   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.036  -0.715   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.703   0.055   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.703  -3.025   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.369  -2.255   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.035  -3.025   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.702  -2.255   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.702  -0.715   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.632   0.055   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.632  -3.025   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.966  -2.255   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.966  -0.715   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -10.037   0.055   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -11.371  -0.715   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -7.370  -4.565   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.703  -4.565   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.632  -4.565   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.966  -5.335   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.299   0.055   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.633  -0.715   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.369  -0.715   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   25                                                       
CONECT    8    5    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   13   11                                                       
CONECT   13   12   16                                                       
CONECT   14   11   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   13   15   23                                                  
CONECT   17    2   18                                                       
CONECT   18   17                                                            
CONECT   19    4                                                            
CONECT   20    8                                                            
CONECT   21   14   22                                                       
CONECT   22   21                                                            
CONECT   23   16   24                                                       
CONECT   24   23                                                            
CONECT   25    7                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0301907
HETATM    1  C1  UNL     1       7.481   1.295  -0.753  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.704   0.147  -0.612  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.329   0.142  -0.463  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.599   1.305  -0.442  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.202   1.284  -0.290  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.507   0.112  -0.156  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.045   0.028   0.009  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.260   1.042   0.052  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.121   1.190   0.206  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.439   2.492  -0.000  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.315   0.433   0.497  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.406  -0.851   0.935  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.340  -1.538   1.498  1.00  0.00           O  
HETATM   14  C11 UNL     1      -3.583  -1.622   0.907  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.720  -1.064   0.424  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.894  -1.790   0.381  1.00  0.00           O  
HETATM   17  C13 UNL     1      -7.070  -1.222  -0.115  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.674   0.241  -0.020  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.534   0.979   0.005  1.00  0.00           C  
HETATM   20  O5  UNL     1      -3.566   2.262  -0.451  1.00  0.00           O  
HETATM   21  C16 UNL     1      -4.703   2.910  -0.959  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.257  -1.075  -0.178  1.00  0.00           C  
HETATM   23  O6  UNL     1       2.595  -2.307  -0.045  1.00  0.00           O  
HETATM   24  C18 UNL     1       3.396  -3.470  -0.073  1.00  0.00           C  
HETATM   25  C19 UNL     1       4.621  -1.027  -0.328  1.00  0.00           C  
HETATM   26  H1  UNL     1       7.427   1.664  -1.802  1.00  0.00           H  
HETATM   27  H2  UNL     1       8.554   1.130  -0.507  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.043   2.103  -0.116  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.059   2.271  -0.541  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.664   2.226  -0.279  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.662  -1.004   0.021  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.832   2.020  -0.055  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.514  -1.129   1.768  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.601  -2.635   1.257  1.00  0.00           H  
HETATM   35  H10 UNL     1      -6.972  -0.816  -1.144  1.00  0.00           H  
HETATM   36  H11 UNL     1      -7.341  -0.346   0.536  1.00  0.00           H  
HETATM   37  H12 UNL     1      -7.882  -1.995  -0.106  1.00  0.00           H  
HETATM   38  H13 UNL     1      -5.632   0.632  -0.394  1.00  0.00           H  
HETATM   39  H14 UNL     1      -5.562   2.667  -0.287  1.00  0.00           H  
HETATM   40  H15 UNL     1      -4.882   2.514  -1.984  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.614   4.009  -0.947  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.821  -4.386   0.085  1.00  0.00           H  
HETATM   43  H18 UNL     1       4.149  -3.425   0.759  1.00  0.00           H  
HETATM   44  H19 UNL     1       3.953  -3.451  -1.043  1.00  0.00           H  
HETATM   45  H20 UNL     1       5.206  -1.948  -0.345  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   22
CONECT    7    8    8   31
CONECT    8    9   32
CONECT    9   10   10   11
CONECT   11   12   12   19
CONECT   12   13   14
CONECT   13   33
CONECT   14   15   15   34
CONECT   15   16   18
CONECT   16   17
CONECT   17   35   36   37
CONECT   18   19   19   38
CONECT   19   20
CONECT   20   21
CONECT   21   39   40   41
CONECT   22   23   25   25
CONECT   23   24
CONECT   24   42   43   44
CONECT   25   45
END

HMDB0301907
     RDKit          3D
Cerasidin
 45 46  0  0  0  0  0  0  0  0999 V2000
    7.4814    1.2954   -0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7044    0.1471   -0.6123 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292    0.1423   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5987    1.3053   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021    1.2838   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073    0.1124   -0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0448    0.0280    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596    1.0422    0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211    1.1901    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4392    2.4920   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3153    0.4329    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4057   -0.8505    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3400   -1.5382    1.4979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835   -1.6219    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7204   -1.0636    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938   -1.7895    0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0700   -1.2216   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6740    0.2412   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.9786    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659    2.2616   -0.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    2.9098   -0.9588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566   -1.0749   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953   -2.3069   -0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3955   -3.4698   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6209   -1.0273   -0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4267    1.6637   -1.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543    1.1302   -0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0430    2.1028   -0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0589    2.2715   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6644    2.2260   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -1.0037    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324    2.0196   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137   -1.1291    1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6014   -2.6355    1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9721   -0.8159   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3414   -0.3461    0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8818   -1.9948   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6322    0.6323   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615    2.6672   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8819    2.5141   -1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    4.0087   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -4.3858    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488   -3.4245    0.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -3.4511   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -1.9478   -0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25  3  1  0
 19 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
 25 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₆

Average Molecular Weight

344.3585

Monoisotopic Molecular Weight

344.125988372

IUPAC Name

(2E)-3-(2,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one

Traditional Name

cerasidin

CAS Registry Number

Not Available

SMILES

COC1=CC=C(\C=C\C(=O)C2=C(OC)C=C(OC)C=C2O)C(OC)=C1

InChI Identifier

InChI=1S/C19H20O6/c1-22-13-7-5-12(17(10-13)24-3)6-8-15(20)19-16(21)9-14(23-2)11-18(19)25-4/h5-11,21H,1-4H3/b8-6+

InChI Key

IAUDUEQNUVKNBT-SOFGYWHQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxychalcones

Alternative Parents

Substituents

2'-hydroxychalcone
Cinnamylphenol
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Methoxybenzene
Anisole
Benzoyl
Aryl ketone
Phenoxy compound
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120285 )

Ontology

Not Available

Exogenous (HMDB: HMDB0301907)

Food

Fruit

Drupe

Sour cherry (FooDB: FOOD00146)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.54	ALOGPS
logP	3.61	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.19	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	74.22 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	94.71 m³·mol⁻¹	ChemAxon
Polarizability	36.24 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	182.921	32859911
AllCCS	[M+H-H2O]+	179.596	32859911
AllCCS	[M+Na]+	186.885	32859911
AllCCS	[M+NH4]+	186.001	32859911
AllCCS	[M-H]-	184.374	32859911
AllCCS	[M+Na-2H]-	184.393	32859911
AllCCS	[M+HCOO]-	184.561	32859911
DeepCCS	[M+H]+	184.723	30932474
DeepCCS	[M-H]-	182.356	30932474
DeepCCS	[M-2H]-	216.657	30932474
DeepCCS	[M+Na]+	192.371	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 10V, Positive-QTOF	splash10-0002-0109000000-32431d30aa055bf13a8d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 20V, Positive-QTOF	splash10-01qd-0938000000-d50bc012a4eb0321b77e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 40V, Positive-QTOF	splash10-001i-0930000000-0df9243da7508e9c1cc0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 10V, Negative-QTOF	splash10-0006-0309000000-b9a310712a8715a05507	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 20V, Negative-QTOF	splash10-0udv-1936000000-48e8c5efc18c1950333f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 40V, Negative-QTOF	splash10-0f6t-4791000000-e74a9850877795ff88c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 10V, Positive-QTOF	splash10-0002-0209000000-95b484ecf15a29068abd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 20V, Positive-QTOF	splash10-001i-0901000000-f864ea8cc8bc8bb9652d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 40V, Positive-QTOF	splash10-001i-0901000000-13f969ab8ebde05cc088	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 10V, Negative-QTOF	splash10-0006-0109000000-d0a13de9c2855071735c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 20V, Negative-QTOF	splash10-01r2-0967000000-b5fa4fa781e86023e6e3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasidin 40V, Negative-QTOF	splash10-0002-2490000000-4afbeee2e10cc4ffd9c4	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001597

KNApSAcK ID

C00006966

Chemspider ID

10297714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14034812

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Cerasidin (HMDB0301907)

MOL for HMDB0301907 (Cerasidin)

3D MOL for HMDB0301907 (Cerasidin)

3D SDF for HMDB0301907 (Cerasidin)

3D-SDF for HMDB0301907 (Cerasidin)

PDB for HMDB0301907 (Cerasidin)

3D PDB for HMDB0301907 (Cerasidin)

SMILES for HMDB0301907 (Cerasidin)

INCHI for HMDB0301907 (Cerasidin)

Structure for HMDB0301907 (Cerasidin)

3D Structure for HMDB0301907 (Cerasidin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra